Cottage holiday rentals in The Villages

Cozy & Quaint! The Little Cottage for Big Hearts.

❤️Near to springs and Manatee watch areas, Ocala Forest, Fishing🎣 equestrian🐎 activities, Mount Dora &🪑Antiques Markets. Just 39 miles to Orlando - Disney & 43 miles to the beach 🏖 🏡You’ll wake up in one of the last true Florida cottages, built in wood with heart and time.❤️A truly quaint cottage for a joyful stay. Entire Place! Pet Friendly! Free Parking! 2 bedrooms + 2 full baths! Original wood floor in master bedroom and Kitchen! No carpet floors! Nice quiet, safe neighborhood!☀️🌳

Serenity Cottage-Peaceful, Lakefront Escape

Escape to our stunning lakeside cottage, the ultimate retreat for relaxing, adventure, and romance. Perfectly situated for every kind of traveler, our cozy getaway offers direct water access for boating, fishing, and sun-soaked leisure. Sip your favorite drink on the deck as you witness breathtaking sunsets over the lake. Whether you're craving peaceful solitude, thrilling excursions, or a romantic escape, our cottage delivers an unforgettable stay. Book now for the perfect lakeside experience!

Bluegill Fish Camp on Lake Panasoffkee

Clean comfortable fish camp visit with the best bass fishing in Central Florida. Clean fish camp with direct lake access, your own dock for quick fishing launches and no boat hassles. Leave your boat ready for convenient access to 8 miles of pristine largemouth and panfish lake fishing. Secluded canal with little to no boat traffic (just neighboring houses). I have a 20' bass boat that I navigate in and out of the canal easily(use of trolling motor on the short private canal is recommended).

Serendipity Lake private dock, canoes & kayaks

What a view, what a really good view, YES IT IS! Watch the sunrise and sunset over the water on a private dock. We have 2 canoes and 2 kayaks to enjoy the water or bring your boat! This is a place you will want to come back to time and time again. Water views from all angles, you will feel like you're on a houseboat there's so much water! Plenty of room for outdoor games and activities. Pet friendly. Just a short drive to downtown Inverness and 30 minutes to Crystal River. Simply perfect!

Spotted Dance Ranch

Spotted Dance Ranch is a small guest ranch and horse breeding facility that has been hosting guests since 2014. Come stay in our cozy Cowboy Cottage located on the beautiful ranch grounds, and enjoy the peace and quiet of the ranch located adjacent to the Croom Tract of the Withlacoochee State Forest! Bring your horse if you have one; otherwise, many other outdoor activities and attractions are available nearby, or just relax! We are conveniently located outside Brooksville, FL near I-75.

Casita of the Setting Sun- 1/1 Suite w/ Pool Use

Prime location with one of the most breathtaking views in The Villages, Village of Amelia (water and golf course)! BEAUTIFUL SUNSETS!! 5 mins from Lake Sumter and 10 mins from Brownwood, this charming spacious 830sf 1BR 1BA apt with king bed and full kitchen provides everything you need. The apt is part of the owner's home, but is completely separate with its own 2 entrances, large TVs, W&D, and an EXTRA-LARGE ROMAN SHOWER. Enjoy life as a Villager in this cottage with the Parfect View!

The Little Yellow House

Cozy cottage with “Old Florida Rustic Charm”. Home has a 3 day min stay w/firm cancel policy. Nestled in wooded setting, close to town & shopping, restaurants & I-75. High speed Star-link internet. Queen bed and bunk(w/full/twin beds), full kitchen, washer&dryer. Accessed by well maintained non-paved driveway (1/10 mi) with night-time reflectors, & motion light on porch. Two pets max (tell host). WEC & FAST 5 mi West. Host pays guest airbnb fees. Guest pays occupancy tax & $50 cleaning fee.

Waterfront Cottage on The Harris Chain in Leesburg

Cozy waterfront cottage on Haynes Creek. Whether its relaxing, fishing from your own dock, boating the Harris chain, paddle boarding, birdwatching, use our kayaks or pedal boat, or exploring the nearby towns and springs... we have it all. Fully equip kitchen, outdoor grilling area, wifi and cable, parking, laundry, gas fire pit on your private deck, boat parking at your dock or book a tour with Monster Bass fishing. Walkable to nearby stores or Gator Bay for a drink, meal, or music!

Private Dog Park | 4mi to Lake/Beach | Legends Run

Whole 3 acre is your fenced private dog park! Bring your pups here for a great time! We found this house with a big yard and built a fence so that our dog Maga could roam free. Unfortunately, she left us before we move here. Then one guest's dog, Legend, ran unleashed for the first time in his life. We were so touched to see how happy he was. The yard is therefore named Legend’s Run. In memory of our dog Maga, who is a legend herself, hope to bring joy to you and your dogs!

Seaside Dreams Cottage at Coco Ranch

We are a pet friendly Cottage bring your furry friend and enjoy the cozy and playful place This is a family wood gated compound. Each Cottage are private, surrounded by beautiful comun areas. If your planing to get away from the city and connect with nature🦌🌳🐄 this is the perfect place. Surrounded by a lot of natural springs 💦 🍃 and also the convenients of local restaurants like “Gators Joes Beach Bar & Grill”🍽 at just 6m walk, 6m walk to Lake Weir, and more.

Peaceful Farm Cottage Near Villages | Garden, Pets

Escape to this cozy tiny cottage with king-size bed, full bath, kitchenette, and pet-friendly comfort. Relax under starry skies, enjoy farm views, and pick fresh vegetables or fruit from the garden and trees when in season. Just 15 min to The Villages, 20 min to Wildwood, 35 min to Ocala, 1 hr to Orlando, minutes from Brownwood live music, and quick access to the Turnpike & I-75. Perfect for a romantic, stylish getaway close to springs, trails, and local attractions.

Anneliese's Cottage

Just a delightful walk from Lake Eustis and its quaint downtown shopping & dining district, a 10 minute drive to Historic downtown Mt. Dora, and less than an hour from Orlando / Daytona Beach, this cottage , decorated with cozy elegance, is the perfect place to relax and truly enjoy all that the area has to offer. Right next door, you'll find an eclectic day spa, where you can set up a relaxing massage, facial, or have your hair & nails done during your stay!